@article { ISI:000245142600008,
	title = {Rh(II)-catalyzed intramolecular N-H insertion of D-glucose-derived delta-amino alpha-diazo beta-ketoester: Synthesis of pyrrolidine iminosugars},
	journal = {Synlett},
	number = {4},
	year = {2007},
	month = {MAR},
	pages = {559-562},
	publisher = {GEORG THIEME VERLAG KG},
	type = {Article},
	address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY},
	abstract = {<p>The rhodium acetate catalyzed reaction of D-glucose-derived delta-amino alpha-diazo beta-ketoester allows a stereoselective beta-facial intramolecular N-H insertion reaction that leads to formation of the bicyclic pyrrolidinone ring skeleton in high yield. The sugar-substituted pyrrolidinone thus obtained was elaborated to allow the synthesis of promising glycosidase inhibitors, namely, 2,5-dideoxy2,5-imino-L-glycero-alpha-D-galactoheptitol and 2,5-dideoxy-2,5-imino-D-galactitol.</p>},
	keywords = {alkaloids, azasugars, carbohydrates, N-H insertion, Pyrrolidines, rhodium carbenoid},
	issn = {0936-5214},
	doi = {10.1055/s-2007-970743},
	author = {Vyavahare, Vinod P. and Chattopadhyay, Subrata and Puranik, Vedavati G. and Dhavale, Dilip D.}
}
@article { ISI:000289330000005,
	title = {Synthesis of C1- and C8a-epimers of (+)-castanospermine from D-glucose derived gamma,delta-epoxyazide: intramolecular 5-endo epoxide opening approach},
	journal = {Tetrahedron},
	volume = {67},
	number = {15},
	year = {2011},
	month = {APR},
	pages = {2773-2778},
	publisher = {PERGAMON-ELSEVIER SCIENCE LTD},
	address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND},
	abstract = {<p>A concise synthesis of two diastereomers of (+)-castanospermine namely 1- and 8a-epi-castanospermine 1b and 1c, respectively, is reported from D-glucose. The methodology involves stereoselective cross metathesis of D-glucose derived alkene 2 with 4-bromo-1-butene followed by azide displacement and m-CPBA oxidation to afford diastereomeric gamma,delta-epoxyazides 5a/5b. The Staudinger reaction of epoxyazide 5a followed by reaction with benzylchloroformate (CbzCl) unexpectedly furnished 1,3-oxazinan-2-one derivative 7 whose stereochemistry was establish by single crystal X-ray. This helps to assign the stereochemistry in the epoxidation reaction. The reduction of 5a/5b was then carried out by transfer hydrogenation to provide gamma,delta-epoxyamine that concomitantly undergoes intramolecular 5-endo-tet cyclization to afford hydroxypyrrolidine ring skeleton with sugar framework-a precursor to castanospermine analogues 1b/1c. (C) 2011 Elsevier Ltd. All rights reserved.</p>},
	keywords = {alkaloids, Cross metathesis, D-Glucose, Epoxide, Oxazinanone, Polyhydroxy indolizidines},
	issn = {0040-4020},
	doi = {10.1016/j.tet.2011.02.030},
	author = {Kalamkar, Navnath B. and Puranik, Vedavati G. and Dhavale, Dilip D.}
}
